2-(3-(benzyloxy)phenyl)-1H-benzo[d]imidazole | 195140-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(3-(benzyloxy)phenyl)-1H-benzo[d]imidazole
• 英文别名: 2-(3-benzyloxyphenyl)-1H-benzimidazole；2-[3-(benzyloxy)phenyl]-1H-benzimidazole；2-(3-phenylmethoxyphenyl)-1H-benzimidazole
• CAS: 195140-78-4
• 化学式: C₂₀H₁₆N₂O
• mdl: MFCD00090228
• 分子量: 300.36
• InChiKey: ISENDYNGVUEAAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯苯并咪唑 、 3-苄氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 以80%的产率得到2-(3-(benzyloxy)phenyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Synthesis of 2-arylbenzimidazoles via microwave Suzuki–Miyaura reaction of unprotected 2-chlorobenzimidazoles

  摘要：

  A series of 2-arylbenzimidazoles were synthesized via microwave-mediated Suzuki-Miyaura coupling of 2-chloro benzimidazoles and either arylboronic acids or aryltrifluoroborate salts. The most notable aspect of the present work is that there is no need for protection of the benzimidazoles. In addition, reaction conditions were optimized to reduce homo coupling of pyridylboronic acids. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.043

文献信息

• NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREFOR
  申请人：Chung Hae Young

  公开号：US20140037564A1

  公开（公告）日：2014-02-06

  Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

  提供了一种具有美白皮肤、抗氧化和PPAR活性的新化合物及其医药用途，该化合物具有抑制酪氨酸酶的美白皮肤活性，因此适用于用于美白皮肤的药用组合物或化妆品；具有抗氧化活性，因此适用于预防和治疗皮肤衰老；具有PPAR活性，特别是PPARα和PPARγ活性，因此适用于用于预防和治疗肥胖、代谢性疾病或心血管疾病的药用组合物或保健食品。
• Conventional and Microwave-Assisted Synthesis of Benzimidazole Derivatives and Their<i>In Vitro</i>Inhibition of Human Cyclooxygenase
  作者：Daniela Secci、Adriana Bolasco、Melissa D'Ascenzio、Flavio della Sala、Matilde Yáñez、Simone Carradori

  DOI：10.1002/jhet.1058

  日期：2012.9

  A large series of 1,2‐diaryl‐benzimidazole and 2‐aryl‐1H‐benzimidazole derivatives were synthesized with slight differences using both microwave irradiation and conventional heating methods. Usually higher yields and time reactions reduction were obtained with the former method. All compounds were assayed for their in vitro ability to inhibit human cyclooxygenases, and most of them showed an encouraging

  使用微波辐照和常规加热方法合成了一系列1,2-二芳基-苯并咪唑和2-芳基-1 H-苯并咪唑衍生物，但略有差异。通常，使用前一种方法可获得更高的产率和时间反应的减少。分析了所有化合物在体外抑制人环氧化酶的能力，其中大多数在微摩尔范围内显示出令人鼓舞的抑制活性和同工型选择性。
• NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREOF
  申请人：Pusan National University Industry-University Cooperation Foundation

  公开号：US20150366776A1

  公开（公告）日：2015-12-24

  Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

  提供了一种具有美白、抗氧化和PPAR活性的新化合物及其医疗用途，该化合物具有抑制酪氨酸酶的美白活性，因此可用于美白药物或化妆品产品；具有抗氧化活性，因此可用于预防和治疗皮肤衰老；具有PPAR活性，特别是PPARα和PPARγ活性，因此可用于制备有效预防和治疗肥胖症、代谢性疾病或心血管疾病的药物组合物或保健食品。
• US8889881B2
  申请人：——

  公开号：US8889881B2

  公开（公告）日：2014-11-18
• US9155690B2
  申请人：——

  公开号：US9155690B2

  公开（公告）日：2015-10-13